Trip Ideas for Your Kissimmee Vacation

Find inspiration for your trip to Central Florida with articles, lists and itineraries featuring things to do and places to explore.

Located minutes from Orlando, Kissimmee is your gateway to Central Florida’s must-do adventures: thrilling airboat rides, vibrant local festivals, family-friendly theme parks, and all the shopping and dining options you could dream of. The hard part is deciding where to start, but that’s where we come in.

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1 - 10 of 17 results

1 - 10 of 17 results

'Twas the Night Before Christmas in Kissimmee

A mother and her young son enjoy a meal together while riding the Brightline train, with sunlight streaming through the window and a scenic view outside. — Enjoy a comfortable ride aboard Brightline, savoring snacks and scenery on the way to Kissimmee.

Getting Around Kissimmee by Train: Brightline, SunRail, and More

Discover how to ride the rails in Kissimmee, from fast and convenient train services like Brightline and SunRail to iconic theme park rides like the Walt Disney World® Monorail. Whether you're traveling around Central Florida or hopping aboard a rail-themed adventure, this guide has your ticket.

A man helps his son pretend to fly in Kissimmee, Florida

How to Survive a Long Flight with Little Kids

Air travel with little ones can be challenging if you're not fully prepared. So, we thought we'd share some tips to help make the journey as much fun as your stay in Kissimmee.

Couple walks through Universal Orlando Resort, smiling and waving near the iconic globe entrance. — Enjoy a sunny day exploring Universal Orlando Resort, one of the most thrilling and unforgettable attractions near Kissimmee, Florida.

A to Z in Kissimmee

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Two knights sword-fighting on the backs of horses at Medieval Times Dinner & Tournament — Catch a showtime of Medieval Times Dinner & Tournament

Epic Feasts & Battles at Medieval Times Dinner & Tournament

Step into the castle, feast like royalty, and watch an epic battle of gallant knights and old-world chivalry at Medieval Times Dinner & Tournament.

Dog treats. — Woof Gang Pastries specializes in gourmet dog treats for your pup

How To Plan A Paw-Some Vacation in Kissimmee, Florida

We want to make sure that every member of your family has the best time ever while vacationing in Kissimmee. Here are a few things we have to offer our four-legged visitors.

A family arrives at their vacation home — Fun awaits in a Kissimmee Vacation Home

Top Things to Pack for Your Kissimmee Road Trip Vacation

The ultimate packing list for your next road trip to Kissimmee, Florida, includes games, comfort, and more!

A man and child run into the pool — Splash and play all day in Kissimmee

When’s the Best Time to Visit Kissimmee?

Whether it’s a spring break, a summer vacation, a fall road trip, or a winter escape from cold weather, every season in Kissimmee offers opportunities for enjoyment.

A bald eagle perches on a tree branch above the grassy wetlands at Wild Florida, surrounded by tall reeds and open landscape under a pastel sky. — A majestic bald eagle surveys the wetlands at Wild Florida, one of Kissimmee’s top spots for wildlife viewing and eco-adventures.

Eco-Friendly Kissimmee: Fun Facts About Central Florida's Wild Side

Preservation is a top priority in Kissimmee, with many attractions working hard to protect and preserve Central Florida’s natural beauty and wildlife.

Knights in Tunnel

Kissimmee Dinner Show Roundup

Dinner is never a bore when there’s a high-seas pirate escapade, aerial artistry, or swordplay involved. See top spots in Kissimmee for a deliciously entertaining dinner show.